The development of hydrogen bond donors (HBDs) as catalytic moieties in the cycloaddition of carbon dioxide to epoxides is an active field of research to access efficient, inexpensive and sustainable metal-free systems for the conversion of carbon dioxide to useful chemicals. Thus far, no systematic attempt to correlate the activity of a diverse selection of HBDs to their physico-chemical properties has been undertaken. In this work, we investigate factors influencing the catalytic activity of hydroxyl HBDs from different chemical families under ambient conditions by considering the HBDs Brønsted acidity (expressed as pKa), the number of hydroxyls and structural aspects. As an effect, this study highlights the crucial role of the hydroxyl protons’ Brønsted acidity in determining the catalytic activity of the HBDs, identifies an ideal range for the hydroxyl HBDs proton acidity (9
Bibliographical noteKAUST Repository Item: Exported on 2020-10-01
Acknowledgements: V.D.E. thanks the Thailand Research Fund (Grant No. RSA6080059) for funding this research. A.P. thanks the Spanish MINECO for a project CTQ2014-59832-JIN, the Generalitat de Catalunya for the project 2017SGR39 and EU for a FEDER fund (UNGI08-4E-003).